Resin molded article and method for producing the same

ABSTRACT

A resin molded article having a contact angle of water of 50 degrees or less on its surface is produced by molding a thermoplastic or thermosetting resin composition containing a polymer having a perfluoroalkyl group of a (meth)acrylate having a perfluoroalkyl group and a (meth)acrylate having a hydrophilic group, or a compound having a perfluoroalkyl group which is obtained by reacting an epoxy compound having a perfluoroalkyl group with a polyalkylene oxide having a terminal hydroxyl group, and heating the molded article. The molded article has a hydrophilic surface and improved stain-proofing properties.

This application is the national phase under 35 U.S.C. §371 of PCTInternational Application No. PCT/JP99/03022 which has an Internationalfiling date of Jun. 7, 1999, which designated the United States ofAmerica.

FIELD OF THE INVENTION

The present invention relates to a resin molded article and a method forproducing the same. In particular, the present invention relates to amolded article of a thermoplastic or thermosetting resin having goodsurface hydrophilicity, which is produced by compounding a polymer or acompound having a perfluoroalkyl group in the thermoplastic orthermosetting resin, and molding the resin, and a method for producingsuch a molded article. The molded article of the present invention hasparticularly good stain-proofing properties, and thus can be used as amolded product which is severely stained such as kitchenware, bathroomware, etc.

BACKGROUND ART

In these years, the analysis of stains have been advanced from theviewpoint of the maintenance of the beauty and cleanliness of articles.Meanwhile, the function of “stain-proofing” has been sought inconnection with buildings, structures, and further daily necessaries. Inparticular, surface treatment, which can impart a function forpreventing the deposition of stains or a function for easily removingonce deposited stains by washing to materials, has been sought.

To improve the stain-proofing properties, it is known that it iseffective to make the surface of a material hydrophilic (or to reducethe contact angle of water). For example, “KOBUNSHI” POLYMERS), Vol. 44,page 307, May 1995 describes that the hydrophilic coating films havegood stain-proofing properties in the field of exterior coating.

To make the surfaces hydrophilic, in general, it is contemplated to“apply a compound which imparts hydrophilicity” to the surfaces. Apartfrom this, it is contemplated to “blend (internally add) a hydrophiliccompound”, when substrates are formed of resins.

For example, in relation to the method to “apply a compound whichimparts hydrophilicity”, the invention of JP-A-62-196192 makes thesurfaces hydrophilic with the application of a water-soluble compositioncontaining an ethylene diamine derivative having a polyalkylene glycolgroup, polyvinyl alcohol a water-soluble melamine resin, etc.

Furthermore, the method of JP-A-5-59203 makes a surface hydrophilic byapplying a colloidal silica in an organic solvent as a dispersion mediumand a surfactant to the surface and drying it.

However, the method to “apply a compound which imparts hydrophilicity”has some drawbacks that it requires a further processing step of theonce molded article and that the applied compound is easily removed byabrasion and so on and thus the hydrophilic effect disappears.Therefore, when the substrate is made of the resin, it is desirable thatthe hydrophilic effect can be imparted to the substrate by “blending ahydrophilic compound” from the viewpoint of the process steps and thepractical application.

As an organic compound which is compounded in the resin to impart thehydrophilicity, a compound having a polyoxyethylene group or polyvinylalcohol is well known.

When the commercially distributed polyoxyethylene compound is applied tothe surface or kneaded in the resin, the surface may not havehydrophilic properties, or the hydrophilicity may be initially impartedto the surface but its durability is not good.

DISCLOSURE OF THE INVENTION

One object of the present invention is to provide an additive which canimpart durable hydrophilicity to the surface of a resin by the internaladdition of the additive, and a resin molded article having ahydrophilic surface.

As a result of the extensive study, it has been found that a moldedarticle of a thermoplastic or thermosetting resin having goodhydrophilicity can be obtained by compounding a polymer having aperfluoroalkyl group comprising repeating units derived from a(meth)acrylate having a perfluoroalkyl group and repeating units derivedfrom a (meth)acrylate having a hydrophilic group, or a compound having aperfluoroalkyl group obtained by reacting an epoxy compound having aperfluoroalkyl group with a polyalkylene oxide having a terminalhydroxyl group in the resin, and molding the resin, and thus the presentinvention has been completed.

Accordingly, the present invention provides

(1) a resin molded article of a resin composition comprising 100 wt.parts of a resin and 0.1 to 5 wt. parts of a polymer having aperfluoroalkyl group which comprises repeating units derived from a(meth)acrylate having a C₅-C₁₈ perfluoroalkyl group and repeating unitsderived from a (meth)acrylate having a hydrophilic group in a weightratio of 1:1 to 1:10, wherein a contact angle of water is 50 degrees orless on the surface of said molded article;

(2) a method for producing a resin molded article having a contact angleof water of 50 degrees or less on its surface comprising the steps of:

molding a resin composition comprising 100 wt. parts of a resin and 0.1to 5 wt. parts of a polymer having a perfluoroalkyl group whichcomprises repeating units derived from a (meth)acrylate having a C₅-C₁₈perfluoroalkyl group and repeating units derived from a (meth)acrylatehaving a hydrophilic group in a weight ratio of 1:1 to 1:10, and

heating the molded article at a temperature in the range between 70° C.and 130° C.;

(3) a resin molded article of a resin composition comprising 100 wt.parts of a resin and 0.1 to 5 wt. parts of a compound having aperfluoroalkyl group which is obtained by reacting an epoxy compoundhaving a C₅-C₁₈ perfluoroalkyl group with a polyalkylene oxide having aterminal hydroxyl group, wherein a contact angle of water is 50 degreesor less on the surface of said molded article; and

(4) a method for producing a resin molded article having a contact angleof water of 50 degrees or less on its surface comprising the steps of:

molding a resin composition comprising 100 wt. parts of a resin and 0.1to 5 wt. parts of a compound having a perfluoroalkyl group which isobtained by reacting an epoxy compound having a C₅-C₁₈ perfluoroalkylgroup with a polyalkylene oxide having a terminal hydroxyl group, and

heating the molded article at a temperature in the range between 70° C.and 130° C.

DETAILED DESCRIPTION OF THE INVENTION

The (meth) acrylate having a C₅-C₁₈ perfluoroalkyl group used in thepresent invention is not limited and any known one may be used. Theperfluoroalkyl group and the (meth)acrylate group may be directly bondedeach other, or bonded through a suitable linking group. Herein, the term“(meth)acrylate” is intended to mean an acrylate ester or a methacrylateester.

A preferable example of the (meth)acrylate having a C₅-C₁₈perfluoroalkyl group used in the present invention is a (meth)acrylateof the formula:

CH₂═CR¹—COO—(CH₂)_(a)—R²—Rf  (1)

wherein R¹ is a hydrogen atom or a methyl group, R² is a single bound ora group of the formula: —SO₂NR³— in which R³ is a hydrogen atom or aC₁-C₃ alkyl group, Rf is a linear or branched C₅-C₁₈ perfluoroalkylgroup, and a is an integer of 0 to 3.

Specific examples of the compound of the formula (1) include(meth)acrylates having a linear or branched perfluoroalkyl group such asCH₂═CHCOOC₂H₄C₆F₁₃, CH₂═C(CH₃)COOC₂H₄C₆F₁₃, CH₂═CHCOOC₂H₄C₈F₁₇,CH₂═C(CH₃)COOC₂H₄C₈F₁₇, CH₂═CHCOOC₂H₄C₁₆F₃₃, CH₂═C(CH₃)COOC₂H₄C₁₆F₃₃,CH₂═CHCOOC₃H₆(CF₂)₆CF(CF₃)₂, CH₂═C(CH₃)COOC₃H₆(CF₂)₆CF(CF₃)₂,CH₂═CHCOOC₃H₆(CF₂)₁₀CF(CF₃)₂, CH₂═C(CH₃)COOC₃H₆(CF₂)₆CF(CF₃)₂,CH₂═CHCOOC₂H₄N(C₂H₅)SO₂(CF₂)₆CF₃, CH₂═C(CH₃)COOC₂H₄N(C₂H₅)SO₂(CF₂)₆CF₃,etc. Among them, the (meth)acrylates having 8 to 12 carbon atoms arepreferable. These compounds may be used independently or in admixture oftwo or more of them.

A preferable example of the (meth)acrylate having a hydrophilic group isa (meth)acrylate of the formula:

CH₂═CR¹—COOR⁴  (2)

wherein R¹ is the same as defined above, and R⁴ is a polyoxyalkylenegroup having 2 to 150 carbon atoms or a C₁-C₁₈ alkyl group having ahydroxyl group.

Specific examples of the compound of the formula (2) includeCH₂═CHCOO(CH₂CH₂O)₈H, CH₂═C(CH₃)COO(CH₂CH₂O)₁₀H,CH₂═CHCOO[C(CH₃)HCH₂O]₁₀H, CH₂═C(CH₃)COOCH₂CH₂OH,CH₂═CHCOOCH₂CH(OH)CH₂OH, CH₂═C(CH₃)COOCH₂CH(OH)CH₂Cl, CH₂═CHCOOCH₂CH₂OH,etc. They may be used independently or in admixture of two or more ofthem.

The weight ratio of the (meth)acrylate having a C₅-C₁₈ perfluoroalkylgroup (the first monomer) to the (meth)acrylate having a hydrophilicgroup (the second monomer) to be copolymerized is preferably in therange between 1:1 and 1:10.

The first monomer functions to bleed the copolymer to the surface afterthe obtained copolymer is compounded in the resin and then molded, whilethe second monomer functions to impart the hydrophilic properties to thesurface after bleeding of the copolymer. When the amount of the firstmonomer is too high, the hydrophilicity is not imparted to the resinsurface and the surface becomes rather water-repellent. When the amountof the first monomer is too low, the sufficient amount of the copolymeris not bled to the surface so that the effect to impart thehydrophilicity to the surface is insufficient.

Apart from these two monomers, at least one other monomercopolymerizable with these monomers may be copolymerized in an amountsuch that the hydrophilicity is not impaired.

Examples of such other monomer include vinyl acetate, vinyl chloride,styrene, α-methylstyrene, C₁-C₂₅ alkyl esters of (meth)acrylic acid,C₆-C₃₀ aryl esters of (meth)acrylic acid, (meth)acryl amides, etc.

The resin composition containing the copolymer has better hydrophilicityas the amount of the other monomer decreases. Accordingly, the othermonomer is preferably used in an amount of 0 to 50 wt. % of the totalweight of the above two essential monomers. More preferably, the othermonomer is not used.

However, the anchor effect of the copolymer on the resin can be improvedby the use of the other monomer depending on the resin to be used, andthe durability of the hydrophilicity can be improved.

The polymer having a perfluoroalkyl group used in the present inventionmay be prepared by any conventional polymerization method such as bulkpolymerization, solution polymerization, suspension polymerization,emulsion polymerization, etc. Apart from the thermal polymerization,photopolymerization, radiation polymerization and so on may be employed.As a polymerization initiator, a conventionally used initiator such asan azo compound, a peroxide, a persulfate, etc. can be used.

The molecular weight of the polymer having a perfluoroalkyl group ispreferably from 1,000 to 60,000, in particular, from 2,000 to 10,000.When the molecular weight of the polymer is small, the initial bleedingof the copolymer to the surface is enhanced, but the durability of thehydrophilicity deteriorates. When the molecular weight is large, thebleeding-out properties deteriorate so that the function of the polymerto make the surface hydrophilic decreases.

The molecular weight of the polymer may be easily adjusted using aconventional chain transfer agent (e.g. mercaptan, α-methylstyrene,carbon tetrachloride, etc.)

The epoxy compound having a C₅-C₁₈ perfluoroalkyl group to be used inthe present invention is preferably an epoxy compound of the formula:

wherein n is 0, 1 or 2, and Rf is a C₅-C₁₈ perfluoroalkyl group.

Specific examples of the above epoxy compound include

The polyalkylene oxide having a terminal hydroxyl group, which isreacted with the epoxy compound having a perfluoroalkyl group ispreferably a compound of the formula:

X—(CH₂CH₂O)_(x)—[CH(CH₃)CH₂O]_(y)—Z

wherein x and y are each 0 or a positive integer, for example, 1 to 30provided that x and y are not zero at the same time, X is a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxyl group, a hydroxyl group or a hydrogen atom, andZ is a C₁-C₁₀ alkyl group or a hydrogen group provided that Z is ahydrogen atom when X is not a hydroxyl group.

Specific examples of the above compound include

 HO—(CH₂CH₂O)_(k)—H

wherein k is45 on the average, which has a number average molecularweight of about 2,000;

wherein l:m is 1:1, which has a number average molecular weight of about5,000;

wherein a:b is 8:2, which has a number average molecular weight of about8,000.

The polyalkylene oxide having a terminal hydroxyl group may have ahydroxyl group at one end or hydroxyl groups at both ends. In the formercase, one mole of the epoxy compound having a perfluoroalkyl groupreacts with one mole of the polyalkylene oxide, while in the lattercase, 2 moles of the epoxy compound having a perfluoroalkyl group reactswith one mole of the polyalkylene oxide.

Like the above copolymer, when the molecular weight of the reactionproduct of the polyalkylene oxide and the epoxy compound having aperfluoroalkyl group is small, the initial bleeding of the reactionproduct to the surface is enhanced, but the durability of thehydrophilicity deteriorates. When the molecular weight of the compoundis large, the bleeding-out properties deteriorate so that the functionof the reaction product to make the surface hydrophilic decreases.Accordingly, the number average molecular weight of the polyalkyleneoxide used as a raw material is preferably from 1,000 to 60,000,particularly preferably from 1,000 to 10,000. The molecular weight ofthe reaction product can be easily adjusted by the selection of the rawmaterials, that is, the epoxy compound and the polyalkylene oxide havinga terminal hydroxyl group.

The reaction of the epoxy compound and the polyalkylene oxide having aterminal hydroxyl group is usually carried out in a solvent in thepresence of a catalyst.

The copolymer or compound having a perfluoroalkyl group, which isprepared as described above, is added in an amount of 0.1 to 5 wt. partsto 100 wt. parts of the thermoplastic or thermosetting resin. When thisamount is less than 0.1 wt. parts, the effect to make the surfacehydrophilic is not sufficiently achieved. When it exceeds 5 wt. parts,the production cost of the molded article is disadvantageous. A morepreferable amount is from 0.5 to 3 wt. parts per 100 wt. parts of theresin.

The thermoplastic resin to be contained in the resin composition of thepresent invention may be any conventional thermoplastic resin. Examplesof the thermoplastic resin include polyethylene, polypropylene,polyvinyl chloride, polystyrene, acrylic resins, polyesters,polycarbonate, polyamide, etc.

To blend the copolymer or compound having a perfluoroalkyl group and thethermoplastic resin, any of a single-screw extruder, a twin-screwextruder, an open roll, a kneader, a mixer, etc. may be used.

The thermoplastic resin composition of the present invention can bemolded by any known method such as extrusion, injection molding,compression molding, filming, etc. to provide the molded article withhydrophilicity.

The thermosetting resin to be contained in the resin composition of thepresent invention may be any conventional thermosetting resin. Examplesof the thermosetting resin include epoxy resins, phenol resin, urearesins, melamine resins, alkyd resin, unsaturated polyester resins,diallyl phthalate resins, polyurethane, silicone resins, etc.

The copolymer or compound having a perfluoroalkyl group and thethermosetting resin are directly mixed and blended prior to the moldingof the thermosetting resin, that is, the addition of a curing agent.

The thermosetting resin composition of the present invention can bemolded by any known method such as injection molding (heating to cure),compression molding, transfer molding, etc. to provide the moldedarticle with surface hydrophilicity.

In the present invention, the molded article is further heated aftermolding to make the surface of the thermoplastic or thermosetting resinhydrophilic sufficiently.

For example, the heat treatment is carried out by heating the moldedarticle in an oven at a specific temperature. The heating temperature isusually from 70 to 130° C., preferably from 80 to 120° C.

In addition to the copolymer or compound having a perfluoroalkyl group,the resin composition of the present invention may contain knownadditives such as fillers, pigments, antistatic agents, antibiotics,etc. in amounts such that the hydrophilicity is not deteriorated.

Specific examples of the molded article are as follows:

Bathroom wares (e.g. bathtubs, interior parts of set-in bath, washbasin,tubs, soap dishes, shampoo racks, chairs, etc.);

Kitchen wares (e.g. baking sheets, kitchen sinks, washing tubs, tidies,drain baskets, detergent racks, etc.);

Toilet wares (e.g. toilet seats, paper holders, toilet corner tidies,reservoirs, towel rails, toilet brushes, cases of toilet brushes, etc.);

Hygienic and care goods (e.g. portable toilets, bedpans, hand rails,etc.);

Wash goods (e.g. toothpaste tube racks, tooth mugs, trays, towel rails,mirror tables, etc.);

Sanitary goods (e.g. buckets, compost bins, tubs, ash bins, etc.);

Storage goods (e.g. dress cases, racks with casters, coat racks, etc.);

Baby goods (e.g. chamber pots, baby toilet seats, stools, containers offeeding bottles, etc.).

EXAMPLES

The present invention will be illustrated by the following Examples,which do not limit the scope of the invention in any way.

Reference Example 1 Preparation of a Copolymer Having a PerfluoroalkylGroup

In a 3 liter flask, the following perfluoroacrylate (1) (60 g), thefollowing polyoxyethylene acrylate (2) (540 g), laurylmercaptan (50 g)and isopropanol (IPA) (1 liter) were charged and heated at 70° C. Then,the interior atmosphere of the flask was replaced with nitrogen gas for30 minutes. To the mixture, azobisisobutyronitrile (AIBN) (10 g) wasadded and the reaction was carried out while refluxing IPA for 10 hours.When the polymerization rate exceeded 98% according to the analysis withgas chromatography, IPA was distilled off under reduced pressure. Theobtained polymer was in the form of starch syrup at room temperature.

(1) CH₂═CH—COOCH₂CH₂—(CF₂CF₂)_(p)—CF₂CF₃ (p=3 on the average);

(2) CH₂═CH—CO—(OCH₂CH₂)_(q)—OCH₃ (q=8 on the average).

Reference Example 2 Preparation of a Copolymer Having a PerfluoroalkylGroup

In a 3 liter flask, the perfluoroacrylate (1) (100 g), thepolyoxyethylene acrylate (600 g), stearyl methacrylate (300 g),laurylmercaptan (100 g), IPA (1 liter) were charged and heated at 70° C.Then, the interior atmosphere of the flask was replaced with nitrogengas for 30 minutes. To the mixture, AIBN (10 g) was added and thereaction was carried out while refluxing IPA for 10 hours. When thepolymerization rate exceeded 98% according to the analysis with gaschromatography, IPA was distilled off under reduced pressure. Theobtained polymer was in the form of starch syrup at room temperature.

Reference Example 3 Preparation of a Compound Having a PerfluoroalkylGroup

The following polyethylene glycol having terminal hydroxyl groups (3)(number average molecular weight: 2,000) (404 g), chloroform (1.3liters) and BF₃ ether (10 ml) were charged in a 2 liter glass reactorand heated up to 70° C. on an oil bath to reflux chloroform. To themixture, the following epoxy compound having a perfluoroalkyl group (4)(244 g) was dropwise added, and reacted for 5 hours while heating andstirring. After the disappearance of the peaks assigned to the epoxycompound (4) was confirmed with gas chromatography, the reaction wasterminated. After the termination of the reaction, chloroform wasrecovered with a rotary evaporator. The obtained compound was solid atroom temperature.

(3) HOCH₂—(OCH₂CH₂)_(r)—OCH₂OH (number average molecular weight:

2,000);

Reference Example 4 Preparation of a Compound Having a PerfluoroalkylGroup

The polyethylene glycol (3) (404 g), chloroform (1.3 liters) and BF₃ether (10 ml) were charged in a 2 liter glass reactor and heated up to70° C. on an oil bath to reflux chloroform. To the mixture, thefollowing epoxy compound having a perfluoroalkyl group (5) (212 g) wasdropwise added, and reacted for 5 hours while heating and stirring.After the disappearance of the peaks assigned to the epoxy compound (5)was confirmed with gas chromatography, the reaction was terminated.After the termination of the reaction, chloroform was recovered with arotary evaporator. The obtained compound was solid at room temperature.

Reference Example 5

In a 2 liter flask, the perfluoroacrylate (1) (200 g), thepolyoxyethylene acrylate (2) (100 g), laurylmercaptan (25 g) and IPA(500 ml) were charged and heated at 70° C. Then, the interior atmosphereof the flask was replaced with nitrogen gas for 30 minutes. To themixture, AIBN (5 g) was added and the reaction was carried out whilerefluxing IPA for 10 hours. When the polymerization rate exceeded 98%according to the analysis with gas chromatography, IPA was distilled offunder reduced pressure. The obtained polymer was solid at roomtemperature.

Example 1

The copolymer having a perfluoroalkyl group prepared in ReferenceExample 1 (1 wt. part) was added to polypropylene (K1016 manufactured byNIPPON TISSO) (100 wt. parts), and melt blended at 180° C. with atwin-screw extruder. Then, the resin composition was press molded toobtain a sheet-form molded article (20 cm×20 cm×2 mm), and the moldedarticle was heated at 100° C. for 1 hour.

Example 2

A molded article was produced in the same manner as in Example 1 exceptthat the amount of the copolymer having a perfluoroalkyl group preparedin Reference Example 1 was changed to 2 wt. parts.

Example 3

A molded article was produced in the same manner as in Example 1 exceptthat the amount of the copolymer having a perfluoroalkyl group preparedin Reference Example 1 was changed to 0.5 wt. part.

Example 4

A molded article was produced in the same manner as in Example 1 exceptthat 1 wt. part of the copolymer having a perfluoroalkyl group preparedin Reference Example 2 was used in place of the copolymer having aperfluoroalkyl group prepared in Reference Example 1.

Example 5

A molded article was produced in the same manner as in Example 1 exceptthat 1 wt. part of the compound having a perfluoroalkyl group preparedin Reference Example 3 was used in place of the copolymer having aperfluoroalkyl group prepared in Reference Example 1.

Example 6

A molded article was produced in the same manner as in Example 1 exceptthat 1 wt. part of the compound having a perfluoroalkyl group preparedin Reference Example 4 was used in place of the copolymer having aperfluoroalkyl group prepared in Reference Example 1.

Example 7

A molded article was produced in the same manner as in Example 1 exceptthat 1 wt. part of the copolymer having a perfluoroalkyl group preparedin Reference Example 1 was added to 100 wt. parts of polyethylene(M-6454 manufactured by ASAHIKASEI SUNTEC).

Example 8

A molded article was produced in the same manner as in Example 7 exceptthat 1 wt. part of the copolymer having a perfluoroalkyl group preparedin Reference Example 2 was used in place of the copolymer having aperfluoroalkyl group prepared in Reference Example 1.

Example 9

A molded article was produced in the same manner as in Example 7 exceptthat 1 wt. part of the compound having a perfluoroalkyl group preparedin Reference Example 3 was used in place of the copolymer having aperfluoroalkyl group prepared in Reference Example 1.

Example 10

The copolymer having a perfluoroalkyl group prepared in ReferenceExample 1 (1 wt. part) was added to a phenol resin (PM 840J manufacturedby SUMITOMO BAKELITE) (100 wt. parts) and well kneaded to uniformlydisperse the copolymer in the resin. Then, the resin composition wasmolded in a mold at a mold temperature of 165° C. for a curing time of 3hours to obtain a round sheet-form test piece having a diameter of 8 cmand a thickness of 2 mm. Then, the test piece was heated at 100° C. for1 hour.

Example 11

The compound having a perfluoroalkyl group prepared in Reference Example3 (1 wt. part) was added to an unsaturated polyester resin (AP 301Bmanufactured by TOSHIBA CHEMICAL) (100 wt. parts) and well kneaded touniformly disperse the compound in the resin. Then, the resincomposition was molded in a mold at a mold temperature of 145° C. for acuring time of 3 hours to obtain a round sheet-form test piece having adiameter of 8 cm and a thickness of 2 mm. Then, the test piece washeated at 100° C. for 1 hour.

Comparative Example 1

A molded article was produced in the same manner as in Example 1 exceptthat no compound having a perfluoroalkyl group was used.

Comparative Example 2

A molded article was produced in the same manner as in Example 10 exceptthat no compound having a perfluoroalkyl group was used.

Comparative Example 3

A molded article was produced in the same manner as in Example 1 exceptthat 1 wt. part of the compound having a perfluoroalkyl group preparedin Reference Example 5 was used in place of the copolymer having aperfluoroalkyl group prepared in Reference Example 1.

A contact angle of water against each of the molded articles obtained inExamples and Comparative Examples was measured by a droplet method witha contact angle meter (Type CA-DT A manufactured by KYOWA INTERFACESCIENCE KABUSHIKIKAISHA). The results are shown in Table 1.

TABLE 1 Example Contact angle of No. water (degrees) 1 42 2 35 3 49 4 485 31 6 28 7 40 8 38 9 30 10  32 11  28 C. 1 102  C. 2 76 C. 3 100 

What is claimed is:
 1. A resin molded article of a resin compositioncomprising 100 wt. parts of at least one thermoplastic resin selectedfrom the group consisting of polyethylene, polypropylene, polystyrene,acrylic resins, polyester, polycarbonate and polyamide, or athermosetting resin and 0.1 to 5 wt. parts of a compound having aperfluoroalkyl group which is obtained by reacting an epoxy compoundhaving a C₅-C₁₈ perfluoroalkyl group with a polyalkylene oxide having aterminal hydroxyl group, wherein a contact angle of water is 50 degreesor less on the surface of said molded article.
 2. A method for producinga resin molded article having a contact angle of water of 50 degrees orless on its surface comprising the steps of: molding a resin compositioncomprising 100 wt. parts of at least one thermoplastic resin selectedfrom the group consisting of polyethylene, polypropylene, polystyrene,acrylic resins, polyester, polycarbonate and polyamide, or athermosetting resin and 0.1 to 5 wt. parts of a compound having aperfluoroalkyl group which is obtained by reacting an epoxy compoundhaving a C₅-C₁₈ perfluoroalkyl group with a polyalkylene oxide having aterminal hydroxyl group, and heating the molded article at a temperaturein the range between 70° C. and 130° C., and producing said resin moldedarticle.